| Identification | Back Directory | [Name]
Streptochlorin | [CAS]
120191-51-7 | [Synonyms]
SF 2583A
Streptochlorin
Antibiotic SF 2583A
4-Chloro-5-(1H-indol-3-yl)oxazole
3-(4-Chloro-5-oxazolyl)-1H-indole
1H-Indole, 3-(4-chloro-5-oxazolyl)- | [Molecular Formula]
C11H7ClN2O | [MDL Number]
MFCD18449873 | [MOL File]
120191-51-7.mol | [Molecular Weight]
218.639 |
| Hazard Information | Back Directory | [Description]
Streptochlorin is a bacterial metabolite originally isolated from Streptomyces sp. SF2583 that has diverse biological activities, including antiangiogenic, antiproliferative, and anti-allergic properties. It inhibits TNF-α-induced NF-κB transcriptional activity and decreases proliferation of human umbilical vein endothelial cells (HUVECs) when used at concentrations ranging from 5 to 20 μM. Streptochlorin (12 μg/ml) decreases viability of, as well as induces apoptosis and increases the production of reactive oxygen species (ROS) in, Hep3B human hepatocellular carcinoma cells. It does not induce cytotoxicity in RBL-2H3 mast cells at concentrations up to 100 μM. Streptochlorin prevents degranulation in antigen-stimulated mast cells, as well as inhibits Syk kinase and the Src family kinases LYN and Fyn and reduces the secretion of TNF-α and IL-4 induced by dinitrophenyl-human serum album (DNP-HSA) in RBL-2H3 mast cells. It also decreases swelling and reduces scratching behavior in a mouse model of allergic dermatitis induced by dinitrofluorobenzene (DNFB). | [Uses]
Streptochlorin is an antineoplastic agent and a potential chemotherapeutic agent for treating cholangiocarcinoma. | [storage]
+4°C | [References]
[1] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[2] IN-KWON CHOI. Streptochlorin, a marine natural product, inhibits NF-kappaB activation and suppresses angiogenesis in vitro.[J]. Journal of microbiology and biotechnology, 2007, 17 8: 1338-1343.
[3] DONG YEOK SHIN. Streptochlorin isolated from Streptomyces sp. Induces apoptosis in human hepatocarcinoma cells through a reactive oxygen species-mediated mitochondrial pathway.[J]. Journal of microbiology and biotechnology, 2008, 18 11: 1862-1868. DOI: 10.4014/jmb.0800.124
[4] SEUNG-HWAN LEE. Streptochlorin suppresses allergic dermatitis and mast cell activation via regulation of Lyn/Fyn and Syk signaling pathways in cellular and mouse models.[J]. PLoS ONE, 2013: e74194. DOI: 10.1371/journal.pone.0074194 |
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